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Halogen‐Kohlenstoff‐Schwefel‐Verbindungen: Zur Chemie von 1,1,1,4,4,4‐Hexafluor‐2‐buten‐2,3‐bissulfenylchlorid
Author(s) -
ReimannAndersen Stefan,
Pritzkow Hans,
Sundermeyer Wolfgang
Publication year - 1994
Publication title -
chemische berichte
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.667
H-Index - 136
eISSN - 1099-0682
pISSN - 0009-2940
DOI - 10.1002/cber.19941270312
Subject(s) - chemistry , medicinal chemistry , halogen , trifluoromethyl , chloride , decarboxylation , methylene , dehydrohalogenation , halogenation , yield (engineering) , organic chemistry , catalysis , alkyl , materials science , metallurgy
Halogen‐Carbon‐Sulfur Compounds: Syntheses with 1,1,1,4,4,4‐Hexafluoro‐2‐butene‐2,3‐bissulfenyl Chloride The bifunctional bissulfenyl chloride 3 is obtained by chlorination of the dithiete 1 or tetrathiocine 2 . By excessive chlorination the saturated bissulfenyl chloride 4 is formed. 3 reacts with primary amines to yield the 1,3,2‐dithiazoles 5a–e , whereas by reactions with active methylene compounds like ketones or β‐dicarbonyls the compounds 7–14 are obtained with HCl elimination. 13 as well as 14 are converted into the carboxylic acid 15 from which the 1,3‐dithiole 17 is obtained by decarboxylation. 3 reacts with disulfene to form tetrakis‐(trifluoromethyl)tetrathiafulvalene as well as 4,4′,5,5′‐tetrakis(trifluoromethyl)‐2,2′‐spirobi[1,3‐dithiole] ( 18 ), whose crystal structure has been determined.